公开(公告)号：KR100837785B1

公开(公告)日：2008-06-13

申请号：KR1020070005148

申请日：2007-01-17

Applicant: 한국화학연구원

Inventor： 이계형 ,  원종화 ,  김익연 ,  노재성 ,  김지영 ,  원혜경 ,  정은주 ,  허민규 ,  김성주 ,  김영림 ,  전동주 ,  송종환 ,  강남숙 ,  유성은

IPC: A61K31/4152 ,  A61P29/00

CPC classification number: A61K31/433 ,  A61K31/4439 ,  A61K31/496 ,  A61K31/5377 ,  Y10S514/825 ,  Y10S514/886

Abstract: A novel 1,2,4-thiadiazolidine-3,5-dione compound is provided to show excellent activity and enzyme selectivity on Lck SH2, thereby being usefully used for treating and preventing inflammation related diseases such as rheumatoid arthritis with high selectivity without side effects. A pharmaceutical composition for treating and preventing a disease induced by inflammation comprises a 1,2,4-thiadiazolidine-3,5-dione compound represented by a formula(1) or a pharmaceutically acceptable salt thereof as an effective ingredient. In the formula(1), A is linear or branched saturated or unsaturated C1-7 alkyl, indenyl, (C1-7)alkoxycarbonyl(C1-7)alkyl, phenyl, benzyl or C2H5(C=O)HR2R3(wherein A may be substituted by halogen, carboxyl, C1-7 alkoxycarbonyl, C1-7 alkoxy, nitro or hydroxy when A is alkyl, phenyl or benzyl); R1 is H, linear or branched saturated or unsaturated C1-7 alkyl, (C1-7)alkoxycarbonyl(C1-7)alkyl, phenyl, phenyl(C1-5)alkyl or phenylcarbonylmethyl; and each R2 and R2 is independently H, linear or branched saturated or unsaturated C1-7 alkyl or phenyl, or R2 and R3 may form a ring together with C1-5 alkylene. A pharmaceutical composition for treating and preventing rheumatoid arthritis comprises the 1,2,4-thiadiazolidine-3,5-dione compound of the formula(1) or a pharmaceutically acceptable salt thereof as an effective ingredient.

Abstract translation: 提供了一种新的1,2,4-噻二唑烷-3,5-二酮化合物，以显示对Lck SH2的极好的活性和酶选择性，从而有效地用于治疗和预防炎症相关疾病如类风湿性关节炎，具有高选择性，无副作用 。 用于治疗和预防炎性疾病的药物组合物包含由式（1）表示的1,2,4-噻二唑烷-3,5-二酮化合物或其药学上可接受的盐作为有效成分。 在式（1）中，A是直链或支链饱和或不饱和的C1-7烷基，茚基，（C1-7）烷氧基羰基（C1-7）烷基，苯基，苄基或C2H5（C = O）HR2R3（其中A可以 苯基或苄基）被卤素，羧基，C 1-7烷氧基羰基，C 1-7烷氧基，硝基或羟基取代。 R1是H，直链或支链饱和或不饱和的C1-7烷基，（C1-7）烷氧基羰基（C1-7）烷基，苯基，苯基（C1-5）烷基或苯基羰基甲基; 并且每个R 2和R 2独立地为H，直链或支链饱和或不饱和的C 1-7烷基或苯基，或者R 2和R 3可与C 1-5亚烷基一起形成环。 用于治疗和预防类风湿性关节炎的药物组合物包含式（1）的1,2,4-噻二唑烷-3,5-二酮化合物或其药学上可接受的盐作为有效成分。

公开(公告)号：KR100829468B1

公开(公告)日：2008-05-16

申请号：KR1020070005075

申请日：2007-01-17

Applicant: 한국화학연구원

Inventor： 이계형 ,  원종화 ,  김익연 ,  노재성 ,  김지영 ,  원혜경 ,  정은주 ,  허민규 ,  김성주 ,  김영림 ,  전동주 ,  송종환 ,  강남숙 ,  유성은

IPC: C07D285/08 ,  C07D417/06 ,  A61P3/10 ,  A61P25/28

Abstract: A 1,2,4-thiadiazolidine-3,5-dione compound is provided to be used for synthesizing various 1,2,4-thiadiazolidine-3,5-dione compounds because of substitution of amide at 4-position of a thiadiazolidine-2,5-dione with a thiadiazolidine-3,5-dione as a skeleton. A 1,2,4-thiadiazolidine-3,5-dione compound is represented by a formula(1) and is prepared by hydrolyzing an ester compound represented by a formula(2) to prepare an acetic acid compound represented by a formula(3) and then reacting the compound of the formula(3) with an amine compound represented by a formula(4), wherein R1 is linear or branched saturated or unsaturated C1-7 alkyl, C1-7 alkoxycarbonyl C1-7 alkyl, phenyl, C1-7 alkyl substituted phenyl, benzyl or allyl; R1 and R2 are independent from each other and H, linear or branched saturated or unsaturated C1-7 alkyl, phenyl, halogen substituted phenyl, or R2 and R3 may form a ring, or the ring formed by an alkylene further includes 1-2 heteroatom(s) and may be further substituted by halogen, C1-7 alkyl, hydroxyl or C1-7 alkoxycarbonyl.

Abstract translation: 提供了一种1,2,4-噻二唑烷-3,5-二酮化合物，用于合成各种1,2,4-噻二唑烷-3,5-二酮化合物，因为噻二唑烷-3,4-二酮化合物在4-位取代酰胺， 噻唑烷-3,5-二酮作为骨架。 1,2,4-噻二唑烷-3,5-二酮化合物由式（1）表示，通过水解式（2）表示的酯化合物来制备由式（3）表示的乙酸化合物 ），然后使式（3）的化合物与由式（4）表示的胺化合物反应，其中R 1是直链或支链饱和或不饱和的C 1-7烷基，C 1-7烷氧基羰基C 1-7烷基，苯基，C 1 -7烷基取代的苯基，苄基或烯丙基; R 1和R 2彼此独立，H，直链或支链饱和或不饱和的C 1-7烷基，苯基，卤素取代的苯基或R 2和R 3可以形成环，或由亚烷基形成的环还包括1-2个杂原子 可以进一步被卤素，C 1-7烷基，羟基或C 1-7烷氧基羰基取代。